A new short synthesis of coumestrol and its application for the synthesis of [6,6a,11a-13C3]coumestrol

Nawaf Al-Maharik; Nigel Peter Botting

doi:10.1016/j.tet.2003.11.089

A new short synthesis of coumestrol and its application for the synthesis of [6,6a,11a-¹³C₃]coumestrol

Nawaf Al-Maharik, Nigel Peter Botting

Research output: Contribution to journal › Article › peer-review

Abstract

A convenient and simple two-step method for the synthesis of coumestrol has been established, which involves a base catalysed condensation of phenyl acetate with benzoyl chloride, followed by demethylation and subsequent tandem intramolecular cyclisation. This method was then employed for the efficient synthesis of multiply C-13-labelled coumestrol. (C) 2003 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	1637-1642
Number of pages	6
Journal	Tetrahedron
Volume	60
Issue number	7
DOIs	https://doi.org/10.1016/j.tet.2003.11.089
Publication status	Published - 9 Feb 2004

Keywords

coumestrol
coumestans
pterocarpans
phytoestrogens
C-13-labelling
MASS-SPECTROMETRY
QUANTIFICATION
ISOFLAVONOIDS
LIGNANS

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title = "A new short synthesis of coumestrol and its application for the synthesis of [6,6a,11a-13C3]coumestrol",

abstract = "A convenient and simple two-step method for the synthesis of coumestrol has been established, which involves a base catalysed condensation of phenyl acetate with benzoyl chloride, followed by demethylation and subsequent tandem intramolecular cyclisation. This method was then employed for the efficient synthesis of multiply C-13-labelled coumestrol. (C) 2003 Elsevier Ltd. All rights reserved.",

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AU - Al-Maharik, Nawaf

AU - Botting, Nigel Peter

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Y1 - 2004/2/9

N2 - A convenient and simple two-step method for the synthesis of coumestrol has been established, which involves a base catalysed condensation of phenyl acetate with benzoyl chloride, followed by demethylation and subsequent tandem intramolecular cyclisation. This method was then employed for the efficient synthesis of multiply C-13-labelled coumestrol. (C) 2003 Elsevier Ltd. All rights reserved.

AB - A convenient and simple two-step method for the synthesis of coumestrol has been established, which involves a base catalysed condensation of phenyl acetate with benzoyl chloride, followed by demethylation and subsequent tandem intramolecular cyclisation. This method was then employed for the efficient synthesis of multiply C-13-labelled coumestrol. (C) 2003 Elsevier Ltd. All rights reserved.

KW - coumestrol

KW - coumestans

KW - pterocarpans

KW - phytoestrogens

KW - C-13-labelling

KW - MASS-SPECTROMETRY

KW - QUANTIFICATION

KW - ISOFLAVONOIDS

KW - LIGNANS

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